1,3,3-trimethyl-2-((E)-2-((E)-2-(1-(4-nitrophenoxy)-1-oxo-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ylthio)-3-((E)-2-(1,3,3-trimethylindolin-2-ylidene)ethylidene)cyclohex-1-enyl)vinyl)-3H-indolium iodide | 1236349-62-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1,3,3-trimethyl-2-((E)-2-((E)-2-(1-(4-nitrophenoxy)-1-oxo-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ylthio)-3-((E)-2-(1,3,3-trimethylindolin-2-ylidene)ethylidene)cyclohex-1-enyl)vinyl)-3H-indolium iodide
• CAS: 1236349-62-4
• 化学式: C₅₅H₇₂N₃O₁₂S*I
• 分子量: 1126.16
• InChiKey: GSZNZJVEYOBIGT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  72.0
• 可旋转键数：
  30.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.49
• 拓扑面积：
  149.53
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-(4-(5-(4-methylpiperazin-1-yl)-1H,1'H-2,5'-bibenzo[d]imidazol-2'-yl)phenoxy)ethoxy)ethoxy)ethanamine hydrochloride 、 1,3,3-trimethyl-2-((E)-2-((E)-2-(1-(4-nitrophenoxy)-1-oxo-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ylthio)-3-((E)-2-(1,3,3-trimethylindolin-2-ylidene)ethylidene)cyclohex-1-enyl)vinyl)-3H-indolium iodide 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以31%的产率得到Hoechst-IR
  参考文献：
  名称：

  Hoechst-IR: An Imaging Agent That Detects Necrotic Tissue in Vivo by Binding Extracellular DNA

  摘要：

  Cell necrosis is central to the progression of numerous diseases, and imaging agents that can detect necrotic tissue have great clinical potential. We demonstrate here that a small molecule, termed Hoechst-IR, composed of the DNA binding dye Hoechst and the near-infrared dye IR-786, can image necrotic tissue in vivo via fluorescence imaging. Hoechst-IR detects necrosis by binding extracellular DNA released from necrotic cells and was able to image necrosis generated from a myocardial infarction and lipopolysaccharide/D-galactosamine (LPS-GalN) induced sepsis.

  DOI：

  10.1021/ol100923d
• 作为产物：
  描述：

  2-((E)-2-((E)-2-(23-hydroxy-3,6,9,12,15,18,21-heptaoxatricosylthio)-3-((E)-2-(1,3,3-trimethylindolin-2-ylidene)ethylidene)cyclohex-1-enyl)vinyl)-1,3,3-trimethyl-3H-indolium iodide 、 对硝基苯基氯甲酸酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以78%的产率得到1,3,3-trimethyl-2-((E)-2-((E)-2-(1-(4-nitrophenoxy)-1-oxo-2,5,8,11,14,17,20,23-octaoxapentacosan-25-ylthio)-3-((E)-2-(1,3,3-trimethylindolin-2-ylidene)ethylidene)cyclohex-1-enyl)vinyl)-3H-indolium iodide
  参考文献：
  名称：

  Hoechst-IR: An Imaging Agent That Detects Necrotic Tissue in Vivo by Binding Extracellular DNA

  摘要：

  Cell necrosis is central to the progression of numerous diseases, and imaging agents that can detect necrotic tissue have great clinical potential. We demonstrate here that a small molecule, termed Hoechst-IR, composed of the DNA binding dye Hoechst and the near-infrared dye IR-786, can image necrotic tissue in vivo via fluorescence imaging. Hoechst-IR detects necrosis by binding extracellular DNA released from necrotic cells and was able to image necrosis generated from a myocardial infarction and lipopolysaccharide/D-galactosamine (LPS-GalN) induced sepsis.

  DOI：

  10.1021/ol100923d